15644-90-3

Basic information

• Product Name: 6-METHOXY-2-METHYLQUINOLIN-4-OL
• Synonyms: 4-HYDROXY-6-METHOXY-2-METHYLQUINOLINE;6-METHOXY-2-METHYLQUINOLIN-4(1H)-ONE;6-METHOXY-2-METHYLQUINOLIN-4-OL;6-METHOXY-2-METHYL-4(1H)-QUINOLINONE;6-METHOXY-2-METHYL-4-QUINOLINOL;IFLAB-BB F1920-0020;AURORA 18754
• CAS NO: 15644-90-3
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.21
• Mol File: 15644-90-3.mol
• Article Data: 21

Chemical Properties

• Melting Point: 317-318 °C (decomp)(Solv: ethanol (64-17-5))
• Boiling Point: 328.5 °C at 760 mmHg
• Flash Point: 152.4 °C
• Appearance: /
• Density: 1.153 g/cm³
• Vapor Pressure: 0.000189mmHg at 25°C
• Refractive Index: 1.557
• Storage Temp.: 2-8°C
• PKA: 4.55±0.40(Predicted)
• CAS DataBase Reference: 6-METHOXY-2-METHYLQUINOLIN-4-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHOXY-2-METHYLQUINOLIN-4-OL(15644-90-3)
• EPA Substance Registry System: 6-METHOXY-2-METHYLQUINOLIN-4-OL(15644-90-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 15644-90-3(Hazardous Substances Data)

Usage

General Description

6-Methoxy-2-methylquinolin-4-ol is an organic compound with the chemical formula C11H11NO2. It is a derivative of quinoline and contains a methoxy group at the 6-position and a methyl group at the 2-position of the quinoline ring. 6-METHOXY-2-METHYLQUINOLIN-4-OL has been found to exhibit various biological activities, including antibacterial and antifungal properties. It may also have potential applications in the pharmaceutical and agrochemical industries due to its structural features and bioactive properties. Further research is necessary to fully understand the potential uses and benefits of 6-methoxy-2-methylquinolin-4-ol.

InChI:InChI=1/C11H11NO2/c1-7-5-11(13)9-6-8(14-2)3-4-10(9)12-7/h3-6H,1-2H3,(H,12,13)

Upstream product

• 80056-93-5 ethyl 3-[(4-methoxyphenyl)imino]butanoate 
• 104-94-9 4-methoxy-aniline 
• 500584-76-9 (4-hydroxy-6-methoxy-[2]quinolyl)-acetic acid ethyl ester 
• 141-97-9 ethyl acetoacetate 
• 33240-23-2 ethyl 3-((4-methoxyphenyl)amino)but-2-enoate 
• 50593-73-2 4-chloro-6-methoxy-2-methylquinoline 
• 33240-23-2 ethyl (Z)-3-(4-methoxyanilino)-2-butenoate 

Downstream Products

• 110150-61-3 2-(2,3-dimethoxy-trans-styryl)-6-methoxy-quinolin-4-ol 
• 28102-96-7 2-methyl-4-mercapto-6-methoxyquinoline 
• 856095-00-6 4-bromo-6-methoxy-2-methylquinoline 
• 49612-12-6 1-(6-methoxy-2-methylquinolin-4-yl)hydrazine 
• 101875-73-4 4-Chlor-6-methoxy-2-<4-nitro-styryl>-chinolin 
• 861036-59-1 4,6-diamino-2-styrylquinoline 
• 5443-31-2 2-methyl-quinoline-4,6-diamine 

Relevant articles and documents

Synthesis and antibacterial activities of some quinoline substituted quinoxaline derivatives

p-Anisidine (1) on treatment with ethyl acetoacetate gave 1-(ethyl-3-[(4-methoxyphenyl)imino]butanoate) (2), which on cyclization in hot Dowtherm oil gave 4-hydroxy-6-methoxy-2-methylquinoline (3). The latter, on chlorination with SO2Cl2/

Design, synthesis, and biological evaluation of new quinoline-based heterocyclic derivatives as novel antibacterial agents

A novel series of quinolone-based heterocyclic derivatives including thiadiazine, thiadiazoles, and triazole were synthesized and their in vitro antibacterial activity against Gram-positive and Gram-negative bacteria were evaluated. Newly synthesized deri

Design, synthesis, and evaluation of new 2-(quinoline-4-yloxy)acetamide-based antituberculosis agents

Using a classical molecular simplification approach, a series of 36 quinolines were synthesized and evaluated as in vitro inhibitors of Mycobacterium tuberculosis (M. tuberculosis) growth. Structure–activity relationship (SAR) studies leaded to potent antitubercular agents, with minimum inhibitory concentration (MIC) values as low as 0.3 μM against M. tuberculosis H37Rv reference strain. Furthermore, the lead compounds were active against multidrug-resistant strains, without cross-resistance with some first- and second-line drugs. Testing the molecules against a spontaneous mutant strain containing a single mutation in the qcrB gene (T313A) indicated that the synthesized quinolines targeted the cytochrome bc1 complex. In addition, leading compounds were devoid of apparent toxicity to HepG2 and Vero cells and showed moderate elimination rates in human liver S9 fractions. Finally, the selected structures inhibited M. tuberculosis growth in a macrophage model of tuberculosis infection. Taken together, these data indicate that this class of compounds may furnish candidates for the future development of antituberculosis drugs.

Discovery of potent 4-aminoquinoline hydrazone inhibitors of NRH:quinoneoxidoreductase-2 (NQO2)

(NRH):quinone oxidoreductase 2 (NQO2) is associated with various processes involved in cancer initiation and progression probably via the production of ROS during quinone metabolism. Thus, there is a need to develop inhibitors of NQO2 that are active in v